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A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water.
Francesconi, Oscar; Ienco, Andrea; Papi, Francesco; Dolce, Marta; Catastini, Andrea; Nativi, Cristina; Roelens, Stefano.
Afiliação
  • Francesconi O; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
  • Ienco A; Istituto di Chimica dei Composti Organometallici, Consiglio Nazionale delle Ricerche (CNR), Via Madonna del Piano, I-50019 Firenze, Italy.
  • Papi F; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
  • Dolce M; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
  • Catastini A; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
  • Nativi C; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
  • Roelens S; Department of Chemistry "Ugo Schiff" DICUS and INSTM, Polo Scientifico e Tecnologico, University of Florence, I-50019 Firenze, Italy.
J Org Chem ; 87(5): 2662-2667, 2022 03 04.
Article em En | MEDLINE | ID: mdl-35107278
The selective recognition of caffeine in water among structurally related xanthines and purine or pyrimidine bases was achieved by a simple tweezer-shaped receptor featuring sulfonate hydrosolubilizing groups. The remarkable affinity for caffeine, among the highest reported thus far in the literature and larger than that shown by adenosine receptors of all subtypes, stems from a synergistic combination of hydrogen bonding, CH-π, and π-stacking interactions.
Assuntos

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Cafeína / Água Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Itália

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Cafeína / Água Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Itália